Windward Vacation Packages
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Top Holiday Package Deals in Windward
Price found within the past 48 hours. Click for updated prices.
Casablanca Miami Beach
North Beach
Price was CA $13,072, price is now CA $5,552 per person
CA $5,552
per person
Jul 29 - Aug 5
found 16 hours ago
Roundtrip flight included
Montreal (YMQ) to Miami (MIA)
5.8/10 (324 reviews)
Room was clean and great location beside the beach. Room had kitchette and big fridge, microwave etc. so was great.
It was dated and internet didn't work in our room but worked well in the lobby. Great value for money :) happy with it.
Reviewed on Feb 22, 2026
Beach Plaza
South Beach
Price was CA $2,159, price is now CA $1,330 per person
CA $1,330
per person
Jul 23 - Jul 29
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Miami (MIA)
8.6/10 Excellent! (169 reviews)
Great location, just a block from the beach and ocean drive. Easy check-in and check-out. Limited lockers to keep luggage if you arrive early and aren't able to check-in yet which was very convenient. Older building although the room itself was clean and well kept. A/c worked well. Did not have the chance to use the pool although towels were provided in the lobby. There does not appear to be staff regularly in the lobby although they do reply quickly via text (calling will prompt you to text them instead). There was security posted in the lobby during the night and we did notice a staff member by the door outside at night assisting guests to get into the lobby as after a certain time the front doors are locked and only accessible by code. Overall good value, would stay again.
Reviewed on Jun 16, 2026
Where to stay in Windward
Find the best Windward areas and neighborhoods for the activities you enjoy most. Learn more about Windward
South Beach
4 out of top 10 points of interest in this area
4.5/5(1,197 area reviews)
Major entertainment destination with numerous nightclubs, restaurants, and boutiques. Stroll along Lincoln Road and Ocean Drive, admire Art Deco buildings, and enjoy easy access to public transportation.
Windward Hotel Deals
Fontainebleau Miami Beach
4441 Collins Avenue Miami Beach FL
Fully refundableReserve now, pay when you stay
The price is CA $468 per night from Jun 30 to Jul 1
CA $468
CA $629 total
Jun 30 - Jul 1
includes taxes & fees
8.4/10 Very Good! (8,387 reviews)
"The room was clean and the service was exceptional! I will be back."
Reviewed on Jun 18, 2026
Loews Miami Beach Hotel – South Beach
1601 Collins Ave Miami Beach FL
The price is CA $282 per night from Jul 6 to Jul 7
CA $282
CA $400 total
Jul 6 - Jul 7
includes taxes & fees
9.2/10 Wonderful! (717 reviews)
"Beautiful stay! Great location and beach"
Reviewed on Jun 18, 2026
Signia by Hilton Diplomat Beach Resort
3555 S Ocean Dr Hollywood FL
Fully refundableReserve now, pay when you stay
The price is CA $251 per night from Jul 8 to Jul 9
CA $251
CA $378 total
Jul 8 - Jul 9
includes taxes & fees
8.4/10 Very Good! (251 reviews)
"Fantastic hotel with an amazing location and a beautiful beach just steps away. The property is very clean and the staff is incredibly friendly and attentive. A special thank you to the housekeeping team, especially Isemariellie. She was always so kind, friendly, and attentive, and her warmth and ..."
Reviewed on Jun 18, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.